Best of Italy
The masterpieces of Italy: the canal city of Venice, the opulent art of Florence, the wine and cuisine of Tuscany, the history—both modern and ancient—of Rome & an optional extension to Sorrento
Overview
Style | Small Group TourTravel with a small, intimate group of no more than 16 likeminded travelers (and often much fewer), escorted by an English speaking guide and/or tour manager for some or all of your journey. (Some exceptions, including special promotional packages, may accommodate up to 30.) More of these packages
Dedicated tour escorts & guides throughout |
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Departures | March – November 2025 | Group Size | 16 travelers max |
Themes | History & Culture, Bucket List, City Stays | ||
Activity Level | Moderate | ||
What to Expect | This fast-paced, escorted tour includes a reasonable amount of walking or hiking and requires an average level of physical fitness | ||
Already booked? | Find everything you need to know before you go, including information about passport & visa requirements, flights, luggage, and more. |
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Package includes
- Flights
- Coach
- Transfers
- Hotel
- Meals
- Guides
- Round-trip flights from New York (JFK) or Newark (EWR) on scheduled carriers, including taxes & fees
- All ground transportation and transfers
- 9 nights accommodations in First Class and Superior hotels
- 14 meals: 9 breakfasts, 2 lunches, and 3 dinners; plus wine, balsamic vinegar and cheese tastings
- Comprehensive tour program including entrance fees
- Professional, English-speaking tour director and local guides
Optional add-ons
- Flights from other cities are available. Request pricing when making your reservation.
- Optional Gondola ride
- Optional Uffizi Gallery privately-guided tour
- Optional Hot Air Balloon with Prosecco breakfast
- Optional Sorrento post-tour extension
- Optional excursion Capri & Anacapri
Why you'll love it
- Explore the wonders of Italy with a small group of no more than 16 like-minded travelers.
- Relax in centrally-located hotels in every city plus an overnight stay in the Tuscan countryside.
- Indulge in the arts with a Murano glass blowing demonstration.
- Taste the flavors that have made Italian cuisine world famous in Modena, the food capital of Italy.
- Appreciate Michelangelo's timeless masterpieces including David and the Sistine Chapel.
- Try your hand at the art of pasta making in Tuscany.
- Indulge in exquisite wine tastings amidst Italy's picturesque vineyards, immersing yourself in the rich flavors and cultural heritage of the country's renowned winemaking regions.
- Explore the wonders of charming Siena, a UNESCO World Heritage site.
- Visit a pecorino cheese producer and learn about this iconic cheese paired with a tasting.
- Watch history come alive at the Doge's Palace, Vatican Museum, Colosseum, and Roman Forum.
Itinerary at a Glance
- 1 Depart USA
- 2 Venice
- 3 Venice
- Optional Excursion: Gondola Ride, $50
- 4 Modena & Florence
- 5 Florence
- Optional Excursion: Privately-guided visit to Uffizi Gallery, $110
- 6 Florence
- Optional Excursion: Hot Air Balloon Ride with Prosecco breakfast, $620
- 7 Tuscany countryside
- 8 Montepulciano & Rome
- 9 Rome
- 10 Rome
- 11 Rome/USA
Sorrento Post-tour Extension
- 11 Rome & Sorrento
- 12 Amalfi Coast
- 13 Sorrento
- Optional Excursion: Full-Day Excursion to Capri & Anacapri, $176
- 14 Sorrento/USA
Dates & Prices
Detailed Itinerary
Day 1 Depart USA
- Depart on your overnight flight to Venice, Italy
Day 2 Venice
- Upon arrival, meet your guide and transfer to your hotel
- Get to know your fellow travelers at a welcome dinner with wine
Hotel Giorgione Venice or similar Dinner
Full Day ItineraryArrive at Venice airport, complete immigration and customs formalities, and meet our representative, who will escort you to the pier to transfer to Venice via private boat. After a short walk, arrive at your hotel for check-in.
Join your fellow travelers for a welcome dinner at a local restaurant this evening.
Day 3 Venice
- Enjoy a private walking tour of Venice, including St. Mark's Square and the Doge's Palace
- See a glass-blowing demonstration
Hotel Giorgione Venice or similar Breakfast
Full Day ItineraryThis morning, depart for a private walking tour of the historic center of Venice. View the golden Mosaics in St. Mark's Basilica, followed by a visit to the famous Doge's Palace, the true heart of medieval Venetian political power, and discover the places where the Doge and his council discussed the city's fate. See the Golden Staircase and many other works of art. Cross the famous Bridge of Sighs and enter the Venetian prison to learn how the prisoners of the Most Serene Republic lived. Lose yourself in Venice as you explore cobblestone streets and canals, marveling at medieval wonders and shopping for unique crafts.
This afternoon, embark on a boat tour to the island of Murano and visit a glass-blowing factory. Murano glass is famous worldwide, and you will see artisans continue the tradition, which has developed over centuries and has roots in ancient Rome and Byzantium.
Optional Excursion: Gondola Ride, $50In the late afternoon, embark on a journey filled with enchantment and unforgettable memories in the heart of Italy's floating city. Originating in Venice, the gondola is an ancient row boat that has evolved over the last 1,000 years and today holds a unique asymmetrical design that allows just one oarsman to navigate through the Venetian waterways using a single oar. The city's "streets" are comprised of waterways, making the gondola the official transportation of choice. Drift through Venice's picturesque canals surrounded by historic architecture during this classical 30-minute 5-passenger gondola ride.
Note: This excursion requires a minimum of 3 passengers to operate.
Day 4 Modena & Florence
- Indulge in balsamic vinegar tastings in the Emilia-Romagna region
- Enjoy lunch at an osteria
- Explore Florence at your own pace
FH55 Grand Hotel Mediterraneo or similar Breakfast & lunch
Full Day ItineraryAfter an early breakfast, take a private boat taxi to meet your motor coach and travel to scenic Modena, in the heart of Northern Italy's Emilia-Romagna region, considered the food capital of Italy. Sample Balsamic vinegar that has aged for years in wooden barrels and has a rich, complex, and sweet flavor. The region's balsamic vinegar is considered one of the world's finest and most traditional vinegar and is used to enhance dishes such as salads, cheeses, meats, and desserts. Next, enjoy lunch in an osteria where you'll enjoy regional cuisine in a cozy atmosphere. Later this afternoon, arrive in Florence. After check-in, relax or explore this enchanting city at your own pace.
Day 5 Florence
- Enjoy a private walking tour of Florence, including the Accademia Gallery Museum
- Spend the afternoon at leisure, or join an optional tour of the Uffizi Gallery
FH55 Grand Hotel Mediterraneo or similar Breakfast
Full Day ItineraryAfter breakfast, enjoy a private walking tour through the magical city of Florence. Tour through the cradle of the Renaissance, starting with an incredible panoramic vista from Michelangelo Square. Visit the Accademia Gallery Museum and view one of the city's eternal masterpieces – Michelangelo's iconic marble statue, David. Stroll through the picturesque Signoria Square, where you can admire Cellini, Giambologna, and Ammannati statues before proceeding to the famous Ponte Vecchio, the "Old Bridge," lined with craft shops. In the afternoon, continue to explore at your leisure or join an optional visit to the Uffizi Gallery.
Optional Excursion: Privately-guided visit to Uffizi Gallery, $110Step into unparalleled artistic splendor as you embark on a privately guided 3-hour visit to the Uffizi Gallery, a masterpiece commissioned in 1580 by the illustrious Cosimo de' Medici I, and a treasure trove of masterpieces by luminaries such as Giotto, da Vinci, Michelangelo, Titian, Caravaggio, and more! What once served as the bastion of government affairs has metamorphosed into an exquisite sanctuary of artistry that has captured the world's imagination. Today, the Uffizi Gallery stands as an iconic testament to the grandeur of human creativity, enchanting all who step through its hallowed halls.
Note: This private excursion requires a minimum of 4 passengers to operate.
Day 6 Florence
- Enjoy a free day in Florence to explore at your leisure
- Or, join an optional excursion
FH55 Grand Hotel Mediterraneo or similar Breakfast
Full Day ItineraryOptional Excursion: Hot Air Balloon Ride with Prosecco breakfast, $620Embark on an enchanting journey through the heart of Tuscany, soaring above the Chianti region! Watch a mesmerizing tapestry of lush vineyards, sprawling olive groves, and centuries-old villages pass below you as you experience a bird's-eye perspective that will leave you captivated. Once you land, a prosecco breakfast awaits! Picture a rustic tableau set against the backdrop of the rolling Tuscan countryside, where you'll indulge in a feast of flavors meticulously crafted from the finest local ingredients.
Note: This is a shared excursion and requires a minimum of 4 passengers to operate.
Day 7 Tuscany countryside
- Travel to the Tuscan countryside
- Join an authentic pasta-making class with wine, olive oil, and balsamic vinegar tastings
- Enjoy a private walking tour of Siena
Villa Curina Resort, Palazzo Leopoldo or similar Breakfast, lunch & dinner
Full Day ItineraryAfter breakfast, travel to a charming farmhouse in the middle of the Tuscan vineyards. Here, you'll enjoy a brief walking tour of the beautiful, historic property. Next, get hands-on with a pasta cooking class! You will learn to knead, cut, roll, and fill the ravioli, then cut and form the dumplings, noodles, or other varieties of homemade pasta. The chefs' recipes are based on freshness, high-quality local ingredients, Italian tradition, and in-depth experience, making this a quintessential learning experience for Italian dishes. Enjoy lunch along with wine, olive oil, and balsamic vinegar tastings.
This afternoon, discover the stunning panoramic vistas of the Chianti region as you drive to the charming town of Siena, a UNESCO World Heritage site renowned for its medieval cityscape. Siena is famous for its rich history, art, cuisine, and the Palio, a historic horse race held twice a year in the city's main square, Piazza del Campo. This fan-shaped square is also home to the Fonte Gaia, one of the most beautiful fountains in Italy, and the Torre del Mangia, offering breathtaking views from its top. Enjoy a private walking tour of Siena's narrow winding streets and visit the magnificent Siena Cathedral (Duomo di Siena), a masterpiece of Italian Romanesque-Gothic architecture.
Finally, rest your head this evening in the stunning Tuscan countryside—surrounded by rolling hills adorned with vineyards and olive groves that paint a mesmerizing portrait under the golden embrace of the Italian sun.
Note: March 12, 2025 departure will stay at Palazzo Leopoldo.
Day 8 Montepulciano & Rome
- Visit the medieval town of Montepulciano
- Visit a pecorino cheese producer followed by a tasting of this iconic cheese
- Travel to Rome
Monti Palace Hotel or similar Breakfast
Full Day ItineraryAfter breakfast, head toward the spectacular medieval town of Montepulciano, known for its majestic Renaissance buildings, ancient churches, and stunning natural scenery. Nestled in the heart of Tuscany, Montepulciano sits high on a limestone ridge, offering breathtaking views of the surrounding Tuscan countryside and vineyards. Montepulciano's rich history, combined with its culinary delights and exquisite wines, makes it a must-visit destination that perfectly encapsulates the essence of Tuscany.
Then, visit a pecorino cheese producer to learn about this iconic cheese. Get a glimpse of the laboratory, followed by a tasting of local cheese, salami, and salad, accompanied with a glass of wine.
Later this afternoon, continue your drive south towards Rome.
Day 9 Rome
- Tour Ancient Rome, the Colosseum, and the Roman Forum
- Spend the afternoon at leisure
Monti Palace Hotel or similar Breakfast
Full Day ItineraryThis morning, tour the wonders of Ancient Rome, including the Roman Forum. See the hill where, according to tradition, Rome was founded in the 7th century B.C.E. by Romulus and Remus. Next, visit the impressive Colosseum. The Amphitheater, created to entertain ancient Roman citizens with bloody shows of gladiators and wild animals, is one of the fascinating landmarks of the city. Walk on the original path of Ancient Rome along the Via Sacra and see the Temples of Vesta, Antonino, and Faustina and the old Basilicas Julia and Aemilia while dreaming about the glorious past of the Roman Empire.
Enjoy the afternoon at leisure in the Eternal City.
Day 10 Rome
- Tour the Vatican Museum, Sistine Chapel, and St. Peter's Basilica
- Spend the late afternoon at leisure
- Enjoy a farewell dinner with wine at a local restaurant
Monti Palace Hotel or similar Breakfast & dinner
Full Day ItineraryThis morning, depart for the Vatican City! Enjoy a guided tour of the Vatican Museum, the Sistine Chapel, and St. Peter's Basilica. First, witness the ancient Roman statues brought to the Vatican when the Popes ruled the entire region. Next, visit the famous and significant sculptures, including the Apollo Belvedere, Laocoön and His Sons, the Torso, and the busts of Hadrian and his lover Antinous. Then, view the Gallery of the Candelabra, the Gallery of Tapestries, and finally, the magnificent Sistine Chapel. See the famous paintings of the Last Judgment, the Stories of Moses and Jesus, and Michelangelo's famous Creation of Adam. The chapel is also the location of the Conclaves, where papal elections are held. Continue to Saint Peter's Basilica. Admire another one of Michelangelo's masterpieces, La Pietà. End your Vatican experience in Saint Peter's Square, the great work of the architect Bernini, with many symbols, saints, and more than 200 columns.
Spend the late afternoon at leisure. Enjoy a farewell dinner with your fellow travelers on your last night in Rome.
Day 11 Rome/USA
- Transfer to the airport for your return flight to USA
Breakfast
Sorrento Post-tour Extension
Take advantage of your already-included international airfare with a post-tour extension to Sorrento along the sun-splashed Amalfi coast! You'll return to the USA 3 days after the return dates listed.
Note: This extension requires a minimum of 4 passengers to operate at the listed price.
Day 11 Rome & Sorrento
- Visit a vineyard at the foot of Vesuvius
- Enjoy lunch at a winery with a tasting of organic wines, pasta, and more
- Take a guided tour of the town of Pompeii, destroyed by the Vesuvius Volcano
Hotel Michelangelo or similar Breakfast & lunch
Full Day ItineraryDepart Rome and head south towards Sorrento, where you'll visit a vineyard at the foot of Vesuvius to taste organic wines, extra virgin olive oil, and local treats, including bruschetta, salami, pasta, cheese, and homemade dessert.
Next, enjoy a guided tour of Pompeii, the ancient city frozen in time by the eruption of Mount Vesuvius in AD 79. This UNESCO World Heritage site offers an unparalleled glimpse into daily life in the Roman Empire. As you walk through the archaeological site, you'll see the remains of homes, shops, and public buildings, many of which still feature original frescoes and mosaics, providing insight into Roman art and culture. Pompeii's well-preserved streets and buildings make it easy to imagine the bustling life that once filled this city, making it a profoundly moving and educational experience. Continue to your hotel in Sorrento.
Day 12 Amalfi Coast
- Discover the villages of the beautiful Amalfi Coast
- Embark on a boat ride from Amalfi to Maiori
- Enjoy a farewell dinner with your fellow travelers
Hotel Michelangelo or similar Breakfast & dinner
Full Day ItinerarySet off along the Amalfi Coast and visit the beautiful villages and iconic towns dotting the coastline. Stroll along the promenade of Amalfi while taking in the views of the water and the town's white buildings hugging the coastline.
Later, enjoy a boat ride from Amalfi to Maiori, a lesser-known gem on the Amalfi Coast that offers a more tranquil and relaxed atmosphere compared to its bustling neighbors. Maiori boasts the longest unbroken stretch of beach on the Amalfi Coast, lined with colorful umbrellas and lapped by crystal-clear waters, making it a perfect spot for swimming and sunbathing. The town's promenade is ideal for leisurely walks, with a variety of restaurants and shops offering local crafts and cuisine. The town's relaxed pace and scenic beauty make it an enchanting stop on your journey along the Amalfi Coast.
Return to Sorrento late this afternoon.
Enjoy a farewell dinner with your fellow travelers.
Day 13 Sorrento
- Spend the day at leisure in Sorrento, or join an optional tour of Capri and Anacapri
Hotel Michelangelo or similar Breakfast
Full Day ItineraryOptional Excursion: Full-Day Excursion to Capri & Anacapri, $176Enjoy an early breakfast before transferring to Sorrento Harbor. Embark on a ferry boat from Sorrento to the stunning island of Capri, where Mediterranean beauty meets relaxed elegance. Enjoy the serene sea views, leading to an exploration of Anacapri's scenic heights and charming streets. Discover the island's rich tapestry of history and culture before returning to Capri's lively Piazzetta, the heart of island life, surrounded by chic shops and cafes. This day trip to Capri and Anacapri promises a blend of natural beauty, cultural insights, and the quintessential Mediterranean experience. Return to your hotel later this afternoon.
Note: This shared tour requires a minimum of 4 passengers to operate.
Day 14 Sorrento/USA
- Transfer to the airport for your return flight to USA
Breakfast
Hotels
In the unlikely event that a particular hotel is not available, a similar or better hotel may be substituted.
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Trip Details
- What should I know before I go? We've compiled a comprehensive checklist, including information on how to pay your balance due, flights & transfers, packing & luggage, and more.
- Do I need a visa or other documents? Are there any entry requirements? Please review the visa & entry requirements.
- Can I make changes to my trip? Want to upgrade your seats? Depart from another city? Stay a few extra days? Something else? Just ask!
- Can I bring my kids? Are there any age restrictions? To book this package, you must be 18 or older. Your traveling companions must be 8 or older at time of travel.
- Should I purchase travel insurance? Yes! We recommend you purchase travel insurance to help protect you and your travel investment against the unexpected. For your convenience, we offer a plan provided by Travelex Insurance Services.
- What's the fine print? Review the terms & conditions for this package.
- What should I know about Italy? Check out our guide for practical travel tips, the best time to go, videos, and more.